Real Estate Investment Properties for Sale in Stonington, CT

Looking for investment property in Stonington, CT with high ROI ?

Explore a variety of short-term homes & houses in Stonington, CT. Invest wisely with VRBO & Stonington, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Stonington, CT

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
10 Osprey Lane Stonington, CT Located in the Mystic Masons Island Private Association at the end of a dead end side stre...	4 beds \| 3 baths \| 2,190 sq.ft.	$900,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 2.54% Airbnb Rental Income: $2358 Traditional Rental Income: $4076 Airbnb ROI: -0.21% Traditional ROI: 2.54%
11 MAIN Street Stonington, CT Seize the opportunity to own one of New England's most exquisite waterfront properties and...	4 beds \| 5 baths \| 3,713 sq.ft.	$5,800,000	Airbnb cash on cash: -1.32% Traditional cash on cash: -0.07% Airbnb Rental Income: $2358 Traditional Rental Income: $8497 Airbnb ROI: -1.32% Traditional ROI: -0.07%
332 Lantern Hill Road Stonington, CT Beautifully set atop a 1.87-acre lot, this custom-built Contemporary Colonial home offers ...	4 beds \| 4 baths \| 3,301 sq.ft.	$825,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 5.92% Airbnb Rental Income: $2358 Traditional Rental Income: $6279 Airbnb ROI: 0.07% Traditional ROI: 5.92%
204 Long Wharf Road Stonington, CT Set on 0.54 acres in the prestigious Village at Long Wharf, this impressive 4-bedroom, 3.5...	4 beds \| 4 baths \| 3,960 sq.ft.	$925,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 4.94% Airbnb Rental Income: $2358 Traditional Rental Income: $6176 Airbnb ROI: -0.17% Traditional ROI: 4.94%
75 Montauk Avenue Stonington, CT Modern elegance! Pristine 3 bedrooms, 3.5 bath Coastal Contemporary home offering 3,613 sf...	3 beds \| 4 baths \| 3,613 sq.ft.	$2,150,000	Airbnb cash on cash: -1% Traditional cash on cash: 1% Airbnb Rental Income: $2019 Traditional Rental Income: $5486 Airbnb ROI: -1% Traditional ROI: 1%
28 Golden Spur Stonington, CT 2-bedroom mobile home in Arlington Acres! This unit is possibly one of the best in the par...	2 beds \| 1 baths \| 910 sq.ft.	$99,500	Airbnb cash on cash: 0.67% Traditional cash on cash: 9.3% Airbnb Rental Income: $1357 Traditional Rental Income: $1777 Airbnb ROI: 0.67% Traditional ROI: 9.3%
88 Water Street Stonington, CT At the edge of Stonington Harbor, where sailboats move slowly through the water and the vi...	4 beds \| 4 baths \| 3,421 sq.ft.	$3,795,000	Airbnb cash on cash: -1.33% Traditional cash on cash: 0.47% Airbnb Rental Income: $2358 Traditional Rental Income: $8099 Airbnb ROI: -1.33% Traditional ROI: 0.47%
117 Water Street Stonington, CT Ocean House is an eleven unit, mixed use, historic property, comprised of seven residentia...	10 beds \| 7 baths \| 12,145 sq.ft.	$4,250,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 0.85% Airbnb Rental Income: $5355 Traditional Rental Income: $8503 Airbnb ROI: -0.22% Traditional ROI: 0.85%
Kingfisher Way lot: 6 Stonington, CT CUSTOM HOME TO BE BUILT - New Construction in Masons Estates! A 4-bedroom Newport Style Co...	4 beds \| 4 baths \| 3,500 sq.ft.	$1,989,000	Airbnb cash on cash: -2.27% Traditional cash on cash: -0.04% Airbnb Rental Income: $2358 Traditional Rental Income: $5894 Airbnb ROI: -2.27% Traditional ROI: -0.04%
51 Pequot Trail Stonington, CT Move in condition, 2 family featuring 2 bedrooms and one full bath on upper level and 1 be...	3 beds \| 2 baths \| 1,440 sq.ft.	$365,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 6.45% Airbnb Rental Income: $2019 Traditional Rental Income: $2910 Airbnb ROI: 2.32% Traditional ROI: 6.45%
17 Bittersweet Way Stonington, CT Welcome to 17 Bittersweet Way, located on a peaceful cul-de-sac in historic Stonington, Co...	4 beds \| 5 baths \| 3,962 sq.ft.	$1,599,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 3.32% Airbnb Rental Income: $2358 Traditional Rental Income: $7879 Airbnb ROI: -0.79% Traditional ROI: 3.32%
536 Greenhaven Road Stonington, CT Beautifully maintained 3-bedroom, 3 full-bath raised ranch, set on a generous .61-acre par...	3 beds \| 3 baths \| 1,880 sq.ft.	$449,900	Airbnb cash on cash: 1.32% Traditional cash on cash: 5.86% Airbnb Rental Income: $2019 Traditional Rental Income: $3403 Airbnb ROI: 1.32% Traditional ROI: 5.86%
6 Hatch Street Stonington, CT Exceptional mixed-use opportunity in the heart of one of Connecticut's most vibrant coasta...	1 beds \| 2 baths \| 700 sq.ft.	$674,900	Airbnb cash on cash: -0.86% Traditional cash on cash: 1.46% Airbnb Rental Income: $793 Traditional Rental Income: $1932 Airbnb ROI: -0.86% Traditional ROI: 1.46%
10 Castle Meadow Drive #10 Stonington, CT Desirable end unit Townhouse set on a quiet cul-de-sac. This 2-bedroom, 2.5 bath condo fea...	2 beds \| 3 baths \| 1,376 sq.ft.	$435,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.39% Airbnb Rental Income: $1357 Traditional Rental Income: $2489 Airbnb ROI: -0.41% Traditional ROI: 3.39%
149 Whitehall Avenue Stonington, CT Welcome to Osprey View, your waterside retreat on the upper Mystic River! Step inside to d...	4 beds \| 5 baths \| 5,501 sq.ft.	$2,250,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 1.92% Airbnb Rental Income: $2358 Traditional Rental Income: $8554 Airbnb ROI: -1.32% Traditional ROI: 1.92%
26 Field Street Stonington, CT Located in the desirable Pawcatuck section of Stonington, 26 Field Street offers a rare bl...	4 beds \| 2 baths \| 1,883 sq.ft.	$479,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 5.18% Airbnb Rental Income: $2358 Traditional Rental Income: $3370 Airbnb ROI: 1.62% Traditional ROI: 5.18%
14 Coburn Avenue Stonington, CT Located just moments from downtown Mystic, 14 Coburn Avenue offers a rare opportunity in o...	2 beds \| 1 baths \| 1,332 sq.ft.	$450,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.75% Airbnb Rental Income: $1357 Traditional Rental Income: $2147 Airbnb ROI: -0.11% Traditional ROI: 2.75%
14 Bradford Road Stonington, CT 3-bedroom Colonial home with 2.5 baths on 1.84 acres featuring seller owned solar panels! ...	3 beds \| 3 baths \| 3,477 sq.ft.	$1,125,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 1.76% Airbnb Rental Income: $2019 Traditional Rental Income: $3888 Airbnb ROI: -0.52% Traditional ROI: 1.76%
124 W Broad Street Stonington, CT Experience the charm of this quintessential 1880 Dutch Colonial Revival home located in th...	4 beds \| 2 baths \| 2,101 sq.ft.	$459,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 5.35% Airbnb Rental Income: $2358 Traditional Rental Income: $3291 Airbnb ROI: 1.82% Traditional ROI: 5.35%
16 School Street Stonington, CT Located steps to Downtown Mystic!!! Thoughtfully updated and ideally located, 16 School St...	3 beds \| 2 baths \| 1,386 sq.ft.	$859,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 1.72% Airbnb Rental Income: $2019 Traditional Rental Income: $2813 Airbnb ROI: 0.07% Traditional ROI: 1.72%
22 Whitehall Landing #22 Stonington, CT Nestled on six private, partially wooded acres along the picturesque Mystic River, 22 Whit...	2 beds \| 3 baths \| 1,645 sq.ft.	$595,000	Airbnb cash on cash: -1.88% Traditional cash on cash: 1.68% Airbnb Rental Income: $1357 Traditional Rental Income: $2919 Airbnb ROI: -1.88% Traditional ROI: 1.68%
1246 Pequot Trail Stonington, CT Located in Stonington, 1246 Pequot Trail is a timeless treasure that perfectly blends hist...	4 beds \| 3 baths \| 2,276 sq.ft.	$799,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 2.92% Airbnb Rental Income: $2358 Traditional Rental Income: $3858 Airbnb ROI: 0.12% Traditional ROI: 2.92%
39 Chippechaug Trail Stonington, CT First time available in over 50 years, this generational waterfront estate on Masons Islan...	4 beds \| 5 baths \| 4,293 sq.ft.	$5,995,000	Airbnb cash on cash: -1.29% Traditional cash on cash: 0.03% Airbnb Rental Income: $2358 Traditional Rental Income: $9081 Airbnb ROI: -1.29% Traditional ROI: 0.03%
138 S Broad Street Stonington, CT Welcome to 138 South Broad Street in Pawcatuck! Comfort, convenience, and minutes from sev...	3 beds \| 2 baths \| 1,509 sq.ft.	$599,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 3.17% Airbnb Rental Income: $2019 Traditional Rental Income: $2898 Airbnb ROI: 0.66% Traditional ROI: 3.17%
39 Chippechaug Trail Stonington, CT First time available in over 50 years, this generational waterfront estate on Masons Islan...	4 beds \| 4 baths \| 4,293 sq.ft.	$5,995,000	Airbnb cash on cash: -1.29% Traditional cash on cash: -0.39% Airbnb Rental Income: $2358 Traditional Rental Income: $6757 Airbnb ROI: -1.29% Traditional ROI: -0.39%
8 Stonington Commons #22 Stonington, CT A rare offering presents itself in sought-after Stonington Commons. This wonderful pied-a-...	1 beds \| 1 baths \| 1,248 sq.ft.	$1,495,000	Airbnb cash on cash: -2.48% Traditional cash on cash: -1.16% Airbnb Rental Income: $793 Traditional Rental Income: $2300 Airbnb ROI: -2.48% Traditional ROI: -1.16%
1 Meadow Lark Ln Stonington, CT 1 Meadow Lark Ln, Stonington, CT 06378 \| Single Family Residential	3 beds \| 1 baths \| 1,184 sq.ft.	$399,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 1.88% Airbnb Rental Income: $2019 Traditional Rental Income: $1962 Airbnb ROI: 0.63% Traditional ROI: 1.88%
5 South St Stonington, CT 5 South St, Stonington, CT 06378 \| Single Family Residential	5 beds \| 2 baths \| 1,934 sq.ft.	$995,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 0.1% Airbnb Rental Income: $5355 Traditional Rental Income: $3084 Airbnb ROI: 1.39% Traditional ROI: 0.1%
10 Trumbull Street Stonington, CT Welcome to Blueberry Cottage, a timeless seaside retreat where charm, character, and coast...	2 beds \| 2 baths \| 1,196 sq.ft.	$975,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 0.72% Airbnb Rental Income: $1357 Traditional Rental Income: $2529 Airbnb ROI: -1.03% Traditional ROI: 0.72%

Real Estate investment in Stonington, CT

There are 28 properties for sale in the city of Stonington . The median list price in Stonington is $862,000 and the average price per square foot is $368. In May 2026, the average monthly cash on cash return in Stonington is 2.00%. The average monthly rental income in Stonington is $3,010.

Stonington, CT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 28 investment properties available for sale in Stonington.

In 2026, the best neighborhood to buy investment property is Stonington.

The ROI for Short-Term is higher than the Long-Term in Stonington with average rental income of $2,019.

Your search for investment property begins and ends here

Investment Property for Sale in Stonington, CT

10 Osprey Lane

Stonington, CT

4 beds | 3 baths | 2,190 sq.ft.

$900,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 2.54%

Airbnb Rental Income: $2358

Traditional Rental Income: $4076

Airbnb ROI: -0.21%

Traditional ROI: 2.54%

11 MAIN Street

Stonington, CT

4 beds | 5 baths | 3,713 sq.ft.

$5,800,000

Airbnb cash on cash: -1.32%

Traditional cash on cash: -0.07%

Airbnb Rental Income: $2358

Traditional Rental Income: $8497

Airbnb ROI: -1.32%

Traditional ROI: -0.07%

332 Lantern Hill Road

Stonington, CT

4 beds | 4 baths | 3,301 sq.ft.

$825,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $2358

Traditional Rental Income: $6279

Airbnb ROI: 0.07%

Traditional ROI: 5.92%

204 Long Wharf Road

Stonington, CT

4 beds | 4 baths | 3,960 sq.ft.

$925,000

Airbnb cash on cash: -0.17%

Traditional cash on cash: 4.94%

Airbnb Rental Income: $2358

Traditional Rental Income: $6176

Airbnb ROI: -0.17%

Traditional ROI: 4.94%

75 Montauk Avenue

Stonington, CT

3 beds | 4 baths | 3,613 sq.ft.

$2,150,000

Airbnb cash on cash: -1%

Traditional cash on cash: 1%

Airbnb Rental Income: $2019

Traditional Rental Income: $5486

Airbnb ROI: -1%

Traditional ROI: 1%

28 Golden Spur

Stonington, CT

2 beds | 1 baths | 910 sq.ft.

$99,500

Airbnb cash on cash: 0.67%

Traditional cash on cash: 9.3%

Airbnb Rental Income: $1357

Traditional Rental Income: $1777

Airbnb ROI: 0.67%

Traditional ROI: 9.3%

88 Water Street

Stonington, CT

4 beds | 4 baths | 3,421 sq.ft.

$3,795,000

Airbnb cash on cash: -1.33%

Traditional cash on cash: 0.47%

Airbnb Rental Income: $2358

Traditional Rental Income: $8099

Airbnb ROI: -1.33%

Traditional ROI: 0.47%

117 Water Street

Stonington, CT

10 beds | 7 baths | 12,145 sq.ft.

$4,250,000

Airbnb cash on cash: -0.22%

Traditional cash on cash: 0.85%

Airbnb Rental Income: $5355

Traditional Rental Income: $8503

Airbnb ROI: -0.22%